Chester

Travel Guide

A coastal town with a marina, a bridge, and a highway.
A calm lake with reflections of the sky, surrounded by a forested area.
A boat docked at a pier during twilight with a city skyline in the background.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is S$148 per night from 17 Nov to 18 Nov
S$148
17 Nov - 18 Nov
includes taxes & fees
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (2,062 reviews)
"Beautiful inns. Well maintained. Walking distance to the heart of Annapolis."

Reviewed on 7 Nov, 2026

Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is S$151 per night from 6 Dec to 7 Dec
S$151
6 Dec - 7 Dec
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,010 reviews)
"A very beautiful peaceful place to unwind . Staff very friendly ,parking lot was well lit , bed was so comfortable. Definitely will stay there again I would rate it a 5 star plus !"

Reviewed on 7 Nov, 2026

Crowne Plaza Annapolis by IHG
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
The price is S$120 per night from 29 Nov to 30 Nov
S$120
29 Nov - 30 Nov
includes taxes & fees
Stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
Sonesta ES Suites Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay Ocean City MD
Stay at this aparthotel in Ocean City. Enjoy free Wi-Fi, an outdoor pool and a fitness centre. Our guests praise the helpful staff in their reviews. Popular ...
7.4/10 Good! (1,331 reviews)
"I would've given the resort a 5 but it was unusually cold last night and the heat was not turned on. Patricia at the front desk was very friendly and professional. I would visit there again."

Reviewed on 22 Oct, 2026

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Shore Point Cottages
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
1211 Baltimore Avenue Ocean City MD
Stay at this apartment in Ocean City. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Ocean City Boardwalk and Ocean City Beach are located ...
Ocean Terrace Family Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Chester attractions

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